Conversion of hexafluorothioacetone dimer into hexafluoroacetone

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568419, 549 89, C07C 4556

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active

043373623

ABSTRACT:
The production of hexafluoroacetone by contacting, in the liquid phase, hexafluorothioacetone dimer with at least a stoichiometric amount of an aprotic solvent selected from the group consisting of dimethylacetamide, dimethylformamide, dimethyl sulfoxide and N-methyl pyrrolidone and at least a catalytic amount of an alkali metal fluoride or a sulfonic acid having general formula RSO.sub.3 H is disclosed. Dimethylformamide and dimethyl sulfoxide are the preferred aprotic solvents; KF is the preferred alkali metal fluoride; and CH.sub.3 SO.sub.3 H and pCH.sub.3 C.sub.6 H.sub.4 SO.sub.3 H are the preferred sulfonic acids. The production of hexafluoroacetone by contacting hexafluoropropene with elemental sulfur and a catalytic amount of an alkali metal fluoride in an aprotic solvent at a temperature of between about 40.degree. and about 70.degree. C. for a time sufficient to produce hexafluorothioacetone dimer combined with increasing the temperature to between about 90.degree. and 150.degree. C. and maintaining said temperature for a time sufficient to produce hexafluoroacetone is also disclosed.

REFERENCES:
patent: 3164637 (1965-01-01), Anello et al.
patent: 3257457 (1966-06-01), Anello et al.
patent: 4057584 (1977-11-01), Torizuka et al.
Middleton et al., J. Org. Chem., vol. 30, pp. 1384-1390 (1965).
Kitazuma et al., Chem. Lit., p. 267 (1973).

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